Villas Cayman Islands

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74 villas

Match: Rental types Waterfront

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Price per night from

$407

Gorgeous Beachfront Villa, Azure Breeze #5

North Side villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“perfect getaway for island living” My husband & I had decided to take our 3 teenagers for their first trip abroad and their first beach/ocean vacation, and a number of factors led us to choose Grand Cayman. We absolutely did not want the "resort" experience, which tends to be largely the same no matter where the resort is located. After extensive research my husband found Frank's villa and this place is what made our vacation unforgettable. The north side of the island is much quieter than the Georgetown/Seven Mile Beach area where all the cruise ships land, and it has a more unspoiled beauty. Although there were residents in the other villas, we almost always had the beach to ourselves and some of the best snorkeling on the island was right out back. Every evening the kids researched new snorkel sites to try out, and with every new site they made the same comment: "Our" backyard has better snorkeling. The fact that they considered it "our" backyard speaks to the homeyness of this villa--Frank & Del have truly thought of everything and our stay was very comfortable. I want to also point out that our family always tries to rent a house when we travel--with 2 teen boys and a teen girl, having a house is so much more enjoyable than staying at a hotel--and this is the best experience we've ever had. Frank & Del have gone out of their way to set up the villa so that any guest can enjoy it to its fullest, and Frank was a wealth of information prior to our trip. I really kept thinking he would tire of my husband's seemingly endless questions, but Frank provided so much information about the island that we were able to plan an absolutely amazing adventure!

Match: Rental types Waterfront

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Price per night from

$453

Ocean front Villa Grand Cayman

West Bay villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Responds fast! avg. 44 minutes

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$458

Ocean Paradise # 5 Yellow - Affordable Luxury Home w/ pool

Rum Point villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

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Price per night from

$686

Luxury 3bd Beach View, # 2 Peach, Stunning Views

North Side villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 9

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$328

Luxury 3bd Beach View, # 3 Blue, Stunning Views

North Side villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 9

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Price per night from

$377

Luxury 3bd Beach Front, # 4 Green, Stunning Views

North Side villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

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Price per night from

$397

Luxury 3bd Beach Front, # 5 Yellow, Stunning Views

North Side villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 9

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Price per night from

$397

Conch Club Cottage

Little Cayman villa

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

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Price per night from

$297

Sir Turtle Beach Villas - 4b Red

Little Cayman villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$573

Sir Turtle Beach Villas - 4b Blue

Little Cayman villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$573

Incredible Beach Front Villa with a Pool!

George Town villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$1,145

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Luxury 3bd Ocean View, # 1 Cream, Stunning Views

North Side house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 9

1 of 2 match: Rental types, Waterfront

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Price per night from

$306

Spacious 3-Bedroom 3-Bathroom Beachfront Condo with Heated Pool

Old Man Bay apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 2 match: Rental types, Waterfront

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Price per night from

$441

NEW ONE-BEDROOM PENTHOUSE OCEANFRONT CONDO

West Bay condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Rental types, Waterfront

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Price per night from

$503

Spacious Modern Condo /w Jaw Dropping Ocean View

West Bay condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Rental types, Waterfront

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Price per night from

$503

STUNNING LUXURY BEACHFRONT CONDO W/ POOL + HOT TUB

Seven Mile Beach condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Rental types, Waterfront

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Price per night from

$658

Renovated Rum Point 2 Bed Beachfront Condo w/ pool

Rum Point condo

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 5

1 of 2 match: Rental types, Waterfront

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Price per night from

$368

Spacious 2-Bedroom 2-Bathroom Beachfront Condo with Heated Pool

North Side condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$219

Stunning 3 bd 2 bth Oceanfrnt Condo w/pool Sleeps8

Seven Mile Beach condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Rental types, Waterfront

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Price per night from

$629

Exclusive Modern Luxury Beachfront Apartment on Seven Mile Beach

George Town apartment

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

1 of 2 match: Rental types, Waterfront

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Price per night from

$1,795

Dive into Sunsets at The Residences

George Town apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

1 of 2 match: Rental types, Waterfront

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Price per night from

$338

Beach Living at Moon Bay with SeaView

Bodden Town apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Rental types, Waterfront

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Price per night from

$321

Beach Living at Calypso Cove

West Bay apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Rental types, Waterfront

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Price per night from

$315

Beach Living at the Retreat

Rum Point apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Rental types, Waterfront

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Price per night from

$241

Beach Living at Villas Pappagallo BLEV

West Bay apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

1 of 2 match: Rental types, Waterfront

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Price per night from

$453

Beach Living at Villas Pappagallo Beachfront 22

West Bay apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 of 2 match: Rental types, Waterfront

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Price per night from

$250

Beach Living at Discovery Point Club

West Bay apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Rental types, Waterfront

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Price per night from

$516

Suncoast # 2

Bodden Town apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 3 hours 27 minutes

1 of 2 match: Rental types, Waterfront

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Price per night from

$144

Penthouse 2Bd/2Bth Oceanfront Condo-Onsite Dining

West Bay condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Rental types, Waterfront

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Price per night from

$314

2 bedroom condo on the quiet island of Cayman Brac

West End apartment

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

“Cried when we left” We've been to Cayman before but never the Brac so we thought we'd check it out. Right from the moment we landed and were driven to this condo we were relaxed. Cindy was very helpful and informative, the pictures of the condo and the beach don't do it justice. It was more beautiful in person. We really did nothing for an entire week. Read, snorkeled, read, slept and walked a lot. The island itself is small and there's no night life which was fine with us. The food is expensive and hit or miss as to what you can find in the grocery stores but that's ok. We made do and were so busy just enjoying the view we really didn't eat much anyway. We'd go back in a heartbeat, we loved it that much. The location is perfect, very private. We literally were the only ones on the beach most of the time and the view. Did I mention the view? The sunsets were breathtaking. You can't go wrong if you rent from Cindy and spend some time on the Brac!!

1 of 2 match: Rental types, Waterfront

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Price per night from

$229

Rest Azured

Little Cayman house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

1 of 2 match: Rental types, Waterfront

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Price per night from

$802

Ocean Wave: Azure

Cayman Brac apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

“The best vacation my spouse and I ever shared!!” Our first trip to the Brac was the best experience we have ever shared together. The warm hospitality of the Ryan family was boundless. Our anniversary gift from the Ryan family was spent purchasing snorkeling gear. I can't thank them enough for a vacation we will never forget.The villa was situated about 50 ft. from the ocean with spectacular snorkeling and sunsets. The villa was a beautiful 2 bedroom 2 bath and comfortable. The fishing was abundant with the native camaynians as a guide. We chose this island for the lack of tourists and the privacy for our 34th anniversary. We are hopefully returning to the Brac in February 2014.

1 of 2 match: Rental types, Waterfront

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Price per night from

$201

Ocean Wave: Indigo

Cayman Brac apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Rental types, Waterfront

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Price per night from

$172

LUCKY 13 Pay for 13 nights, get the 14th night FREE

Cayman Brac apartment

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 2 match: Rental types, Waterfront

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Price per night from

$229

First Floor Oceanfront Condo in Top Location!

West Bay apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Rental types, Waterfront

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Price per night from

$344

Unique and Luxurious Oceanfront Condo on Seven Mile Beach w/ Pool!

George Town apartment

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

1 of 2 match: Rental types, Waterfront

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Price per night from

$2,024

Breathtaking Ocean View Luxury Apartment

George Town apartment

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

1 of 2 match: Rental types, Waterfront

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Price per night from

$1,795

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